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Glamping near Windsor

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Windsor packs over 300 glamping spots, each designed for travelers who want comfort with their outdoors. Expect everything from safari tents perched on hillsides to cabins tucked beside trout streams. Nightly prices average $125, but you’ll find solid options at $30 if you book ahead. The best-rated sites—like Grateful Acres Vermont (283 reviews), Green Mountain Getaway (261 reviews), and Quarry Brook (257 reviews)—draw regulars who rave about fast wifi, reliable hot-tubs, and pet-friendly rules. You’ll wake up close to hiking trails, swimming holes, and horseback-riding routes that wind through the valley. Bring sturdy shoes, your favorite trail snacks, and a camera—the best views are just a short walk from your tent flap.

98% (4.8K) 372 campsites

Top-rated glamping sites near Windsor

Dancing Bear Farm

1. Dancing Bear Farm

97%
(18)
7.2mi from Windsor · 3 sites · Tents, Lodging
Dancing Bear Farm is a working farm with silvopastured chickens, turkeys, goats, and horses. Campsites are at the edge of the hayfields overlooking a view of Mt. Ascutney and Mt. Sunapee and excellent sunrises! During your stay you are welcome to visit the animals, explore the forested trails, and walk up to the pond. There is a shared campfire and pavilion that guests are welcome to use, as well as a restroom with flush toilet and handwashing sink close to the campsites. Firewood is provided though we also have higher quality firewood bundles available to purchase. We can also offer a customized farm experience for an additional cost! Hike with the goats, harvest in the garden, or meet the baby animals! Traveling with kids? We can offer a private kids farm class while the grownups head off for their own adventures. We sometimes host educational workshops on site, including in the pavilion. When you book we will let you know if your stay coincides with an educational program. Guests are welcome to join in with a 15% discount to any of our public workshops! The property is secluded and peaceful, though sometimes on Friday nights we can hear the race cars at the Claremont Motorsports Park.
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Tranquility Plateau

2. Tranquility Plateau

100%
(41)
7.2mi from Windsor · 1 site
Hidden from everyday travel, but minutes to convenient amenities. This lot offers a beautiful waterfall, in a lovely wilderness setting. Direct access to the Sugar River ATV trail, and a short drive to mountains, lakes, and rivers. Hiking, fishing, mountain biking, and kayaking. If you love the outdoors, you will love it here!
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Green Mountain Getaway

3. Green Mountain Getaway

99%
(375)
8.2mi from Windsor · 1 site
A former farm now a 150 acre forested retreat. Mt Ascutney, a 3500' monadnock is to the north and view in excess of 60 miles to the south. We are dog friendly but request ALL dogs be on leash when near our house. We have chickens that are some times loose. If your dog should kill or injure one of the chickens plan on a discussion of the value of a pullet. Phone numbers on the wall of the cabin Curl up in front of the fire and relax. Marsh Billings farm museum in Woodstock has lots of Vermont Country store is close and Woodstock has unique shopping. Spacious one room camp, bunk bed, dinning table, and chairs. Sweeping view to the South. Swimming pond 5 minute walk. LP burner and some cooking utensils. Wood stove for those chilly nights. No electricity but LED battery lighting. l. Note that we do not charge a cleaning fee like some sites. We appreciate our guest leaving the camp as found. So far so good! Camp has the following: LP 2 burner cook top, pots and pans, dishes, flat ware, some spices and such. Fresh clean water will be at the camp when you arrive. The furnished jugs have been cleaned. If you still wish to bring your own drinking water please do so in reusable jugs. We are trying to limit plastic use. NOTE: Using GPS, Google map, or other device our address may come up as Perkinsville, Ascutney, or even Springfield even though the town is Weathersfield. Check the map and just confirm that Center Grove Rd is shown or called out as off of Weathersfield Center Rd. Firewood for the outside fire pit is available under extras. However if it has rained or raining you may want to bring kindling wood. We now have slab wood for sale if you do not want to rummage for wood in the forest PLEASE BRING YOUR OWN KINDLING WOOD FOR THE STOVE. Chunk wood is furnished for the inside stove. There is a splitting maul, snow shovel, and hatchet Check in and out times are flexible if no one is booked on either side. We have a level 2 EV charger listed under extras. And last but not least if wedding bells are in your future your host is a Justice of the Peace and can perform wedding services!
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Wilgus State Park

4. Wilgus State Park

100%
(2)
State park 6.2mi from Windsor · 19 sites
Discover Wilgus State Park's serene beauty and outdoor adventures.
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Camp Plymouth State Park

5. Camp Plymouth State Park

State park 15mi from Windsor · 14 sites
Discover Camp Plymouth State Park's natural beauty and outdoor activities.
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Good Night Moon Vintage

6. Good Night Moon Vintage

99%
(46)
9.2mi from Windsor · 1 site
Looking for a warm and cozy space? Our 12acres are beautifully wooded with our pond as the central point of interest. Camping with a trailer is a fun experience. The communal pavilion has picnic table/benches, propane grill, shared refrigerators, pans, utensils, and dishwashing area and string lights. Please expect some vintage aspects, such as door handles, screens, windows, that function according to their age. These are not new modern trailers and we think that adds to the appeal! However they are clean and cozy! Your trailer is down by the pond, the wildlife clay bottom is spring fed, swimming is allowed during daylight hours only and it is "Swim at your own Risk". Please read the house rules regarding rinsing off and refraining from getting suntan oil etc. in the pond. We usually have wood on site for sale, advance request is much appreciated and please pay upon arrival with cash, $15 per ample bundle and $15 for a bag of charcoal. We do not deliver after 6pm so please order in advance. PLEASE NOTE- you do not have our property to yourselves. We live onsite and on any given night, both trailers can be rented. The cook station, picnic table/benches under the pavilion and composting toilet are communally used. IMPORTANT-PLEASE PLAN TO CHECK IN BETWEEN 4 and 6:30 pm as this is not a location where we can accommodate arrivals after dark. After checking in, you can head back out for dinner, we are a mere 5 miles from Quechee. We further request that you communicate your arrival time no later that early the day of so that we can greet you. We plan our day around your arrival and ask that you respect our time as well. Any photography done with our property must be for personal use only and not professional use nor intended for publication. You must have advance (prior to arrival) permission for professional photography which will also require a contract for fees and terms. We also must restrict the use of our property to registered guests only,We also require that you commit to requirements such as no smoking or open flame in trailers, use of pond, etc. All guests swim and hike our property at their own risk. We ask that you only swim during daylight hours. We are NOT a clothing optional space. We reserve the right to refuse service. Thank you.
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Clay Hill Corners Blueberry Farm

7. Clay Hill Corners Blueberry Farm

100%
(129)
9.8mi from Windsor · 1 site
Come stay on our quiet and scenic farm. Easily accessible from Rt 89 and Rt 4. Our Pick Your Own Blueberry fields open in July. Clay Hill Corners is a 10 acre working Blueberry Farm. We have PYO Blueberries and a farm stand open from mid July to August. We sell organically grown blueberries and produce locally. Learn more about this land: Our private Sugar Shack is at the end of our blueberry fields and faces the forest. The Sugar Shack sleeps two in a comfy double bed with clean sheets and a fleece blanket. I wash the linens and blanket in hot water for each and every booking. Please bring your own extra blankets or sleeping bag if the weather is cold. An additional clean quilt with duvet cover can be added for a $ 10 per booking fee. There is a small porch, a charcoal grill, four chairs, a hammock, a fire ring, fire wood, clean potable cold water, a solar shower, and an outhouse. We provide the firewood for the fire ring and we provide charcoal and lighter fluid for the charcoal grill. There is space available next to Sugar Shack in the field for additional tents or small RVs. (There is no electricity.) The upcharge for additional campers after the first two people is $5 per person per night. Hiking trails through field and forest start at your door. We have a 3 mile round trip hike to Harlow Brook with a map. We are on the edge of a wildlife corridor and often see deer, coyotes, fox, waterfowl, songbirds and the occasional bear. (Keep food in your car at night so that the bear does not eat it!) We are above the Ottauquechee River at North Hartland Lake. We have rentable canoes and a kayak. We can transport you to and pick you up for a canoe trip on the Connecticut River or to North Hartland Lake.. We are located two miles from Quechee, 7 miles from historic Woodstock to the west, and 7 miles to hip White River Junction to the east and 8 1/2 miles to Dartmouth College and the Appalachian Trail. There are fun casual restaurants with some sit down and take-out nearby and our local Jakes Market can provide you with a nice selection of groceries. Hot Air Balloon pilots often take off and land in our fields and it is always a magical site. We can connect you with local pilots if you wish to purchase a Balloon Adventure.
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Forest Echo Cabins

8. Forest Echo Cabins

99%
(83)
17mi from Windsor · 2 sites
Rustic and Comfortable Cabins. No power lines cross our property. We have no blaring screens to distract us from the sound of the wind in the leaves or to call us back to the whirl of modern life. But that does not mean we are without any comforts. Each cabin has a fully equipped kitchen, hot and cold running spring water, indoor bathroom, and overhead LP gas lamps. Nestled in the forest at meadow's edge, Cold Spring Cabin has an outdoor shower and indoor tub. Perched on a hill near the Farm Pond, Ripley Hill Cabin has an indoor shower and tub. The cabins are rustic, but clean and airy. The luxuries at Forest Echo Farm are not inside the cabins; they are found in the light that fills the forest in late afternoon, the silence of an evening canoe and the moonlit sparkle of dewdrops at midnight. Forest Echo Farm includes 360 acres, extensive shore to a 26-acre protected pond, numerous trails, and half a mountain. The Farm Pond offers a refreshing ‘dip’ to cool off. A hike from each cabin leads to Tiny Pond, an unspoiled lake where canoe, kayak and raft are available for shared use. Hiking trails are on the property. In addition to local trails, the Long Trail and Appalachian Trail are nearby. The surrounding area is chock full of restaurants, antique stores, country stores, bakeries, farm stands, farmers markets, general shopping, historic sites, hiking, swimming holes and scenic drives. Preserving and Sharing the Land. Forest Echo Farm is owned by a cooperative group of families and individuals who are committed to the values of simple living and the preservation of our environment. Forest Echo cabins offer a relaxing retreat where you can unplug and reconnect. The Forest Echo Farm community is dedicated to preserving our land, maintaining a balance between our human presence and the natural character of the forest, lakes, and mountains. Through the Vermont Land Trust, we have set aside 80% of our land to ensure that it will never be developed.
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Private Forest with a View!

9. Private Forest with a View!

98%
(29)
17mi from Windsor · 1 site
Learn more about this land: 🌿 Nature Lovers Only 🌿 We love welcoming guests from the city, but this is a peaceful nature escape, not a party spot. Come because you love the outdoors—quiet nights, starry skies, and forest trails. ⛺️ Glamp in a Lotus Belle Star Gazer tent at the top of New Morning North Farm in NH. Private drive, trails from your site, and a view in the woods. A friendly mule and horse live on the property. 🛏 Furnished Tent Includes: 2 twin & 2 queen futons (stackable) Shelf w/ books, light Extra blankets, chairs An important folder with rules, outdoor recommendations and attractions. Bring your own bedding if possible—extras available on request. 🚽 Brand new outhouse! Huge tiolet upgrade this year! 🚫 No shower—swim in local lakes or use showers at nearby Colby-Sawyer gym. 🔥 Campfire pit (wood included), feel free to bring a grill, table & chairs. Please bring newspaper and a lighter and there's plenty of sticks in the woods to get the fire going. 🧒 Kid-Friendly Fun: Treehouse and natural playground (zipline currently down) Multiple stick forts that you can add to! Help feed horses/chickens (per request) Frog pond, ducks, and our friendly (loud!) farm dog, Hector. No guest dogs without approval—please ask! Rules- Bring all trash out with you! Even the tiny little bits! Extra tents need to stay at least 20 feet from the bonfire. There's plenty of room! 🌊 Nearby: Grafton Pond, Cole Pond, Pleasant Lake, Lake Sunapee, and Mascoma Lake. Mt Cardigan and My Kearsarge plus many smaller hikes. New London and Enfield(10 mins), Hanover, and Lebanon (~30 mins). Just over an hour from Boston. 📩 Questions or ready to book? Message us!
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White Mountain National Forest

10. White Mountain National Forest

97%
(87)
National forest 66mi from Windsor · 833 sites
Find a variety of hiking trails, camping experiences, and scenic views in this New England forest.
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Gifford Woods State Park

11. Gifford Woods State Park

100%
(4)
State park 25mi from Windsor · 26 sites
Gifford Woods State Park: A Haven for Nature Lovers and Campers Alike.
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Half Moon Pond State Park

12. Half Moon Pond State Park

100%
(3)
State park 44mi from Windsor · 57 sites
Discover Half Moon Pond State Park's serene waters and lush forests.
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Green Mountain Cabin

13. Green Mountain Cabin

95%
(46)
18mi from Windsor · 1 site
The cabin sits on 10 acres of land was once owned by the infamous Rockefeller and is in the heart of the Vermont Green Mountains. Plymouth is the home of many historic sites, mind blowing views of the mountains, and close a proximity to some of the best resources Vermont has to offer (The Appalachian Trail, Vermont Artisan Cheese, Long Trail Brewery Company, numerous Maple Syrup shops, etc...). Plymouth is also is the birthplace of Calvin Coolidge, the 30th President of The United States. The home he was born in, lived in, and inaugurated in are less than a mile away and are all still standing, now are used as museums to represent his history and the impact he has had on the town of Plymouth. The property also has memorable views of Mt. Killington that is just miles away where you can see the beautiful foliage during the fall months and see the ski slopes during the winter months. The time send here will for sure be memorable and have you wanting to come back.
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Crescent Moon Cabin

14. Crescent Moon Cabin

100%
(24)
20mi from Windsor · 1 site
4th summer season with our newly built remote and rustic cabin on Half Moon Pond, located in the foothills of Mt Cardigan. New in 2026, septic with a flush toilet. 4WD recommended, higher clearance car mandatory. Must be 25yo to rent. Much care has been taken by the owners to create a Bio-friendly environment, with as little impact to the land as possible. The cabin is constructed with locally sourced wood, harvested and milled by the builder. The Owners have used repurposed materials when available, to complete the build. The breakfast bar is constructed with live edge hemlock from Williams hill and topped with a slab of native granite, Open concept kitchen/living room. Fully equipped kitchen with full sized refrigerator, 2 burner cook top, 4 way microwave, convection, air fryer. Indoor bathroom sink. Outdoor pine and cedar enclosed hot shower *** Non potable hot and cold water. Guests need to bring their drinking water. Host will also collect your trash/recycling and refresh towels on request. TV and DVD. Large lending library available by owner. Broadband fiber optic for streaming!!! Second floor bedroom with 1 queen and 1 double bed with privacy knee wall. Double futon on first. Screened in porch with dining, surrounded by nature. Separate screened in platform for a third dining option. All bedding, blankets, pillows and towels are provided. Just bring your beach towels. Access to your own large dock with 2 kayaks. Swim, paddle, hike and wildlife viewing from the privacy of your own cabin. Steep drop offs and uneven terrain, make this ONLY appropriate for children over 4 yrs old and Seniors please take caution, 50 steps to water. Reliable cell service and wifi using your data and now Broadband Fabulous, serene retreat for writers, artists, fishermen or ladies w/e! Exercise class, yoga and guided kayak and Mine tours (off site) available for added fees. Walk the many brooks, small streams and 10-foot waterfall. All accessible from the pond. For questions, please contact host Sheryl at 603.502.4470
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BASE CAMP NH

15. BASE CAMP NH

95%
(10)
21mi from Windsor · 1 site
Base Camp NH is an ideal location to begin your exploration of the Dartmouth Lake Sunapee region of New Hampshire. Swim at our town beach on Canaan Street Lake. Hike the West Ridge trail to the summit of 3000-foot Cardigan Mountain for spectacular 360° views. Bike the Northern Rail Trail. Visit Hanover New Hampshire, home of Dartmouth College, for shopping and fine dining. Camper Vans and Small RVs welcome! Inquire about a monthly or seasonal rate
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The Coop!

16. The Coop!

100%
(36)
23mi from Windsor · 1 site
The Hip Shack — A Cozy Little Vermont Escape Tucked at the end of a quiet dirt road on 7 acres overlooking the Green Mountains, The Hip Shack is a cozy, private little cabin made for slowing down. Inside you'll find a full-size bed, wood stove, table and chairs, keyless entry, and a hammock. Outside, enjoy your own fire pit/grill, plus access to our pond, gardens, hammock areas, communal fire pit, outdoor kitchen, shower and composting toilet. The outdoor kitchen is stocked with cookware, utensils, an outdoor sink and a Blackstone griddle, so you can easily make a meal without packing your entire kitchen. We're a 15-minute drive to Okemo and Ludlow, about 10 minutes from the Appalachian Trail, and close to Star Lake, hiking, swimming, skiing and the charming village of Belmont. Killington/Pico and Salt Ash Mountain can be seen from the property. A Little Farm, Too You're welcome to wander our gardens, visit the chickens, explore the greenhouse and enjoy the pond. Depending on the season, our Saturday farm stand offers fresh eggs, jams, jellies, pesto and other homemade goodies. Just 2 miles down the road is the Belmont General Store, a local favorite and home to a seriously good chai latte. Good to Know The Hip Shack is a short walk from the parking area. We have wagons available to help with your gear, and kid-sized helpers may occasionally be available too! The outdoor shower uses our potable well water and can be filled with hot water from the faucet by the garage. The composting toilet and outdoor kitchen are shared amenities. Come for the mountains, stay for the fire, the pond, the gardens and the tiny cabin. The Hip Shack can be enjoyed year-round.
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Know Town

17. Know Town

99%
(100)
24mi from Windsor · 3 sites · Tents, RVs, Lodging
Hello, welcome to Know Town located amidst the close knit hills of central Vermont and nestled in the heart of the Stony Brook watershed in the town of Stockbridge. We have just over 40 acres of diverse natural beauty to explore and bask in, which includes a beautiful stretch of the brook with multiple dunking spots, as well as a larger swimming hole. In addition to Know Town's own outdoor activities, there are plenty of hiking trails and big river swimming holes located nearby. Currently, we offer three options for your overnight stays, as we just added The Swimming Hole site. This new site is very special and is sure to be a place that you will want to return to. Our Geodesic dome is the epitome of glamping with the comforts of home, but still integrated into the natural surroundings. Located right on the brook with a private fire pit and outdoor dining set up. There is plenty of room for games in the large field and a separate camp spot overlooking a little water fall and one of our swimming holes. For those who enjoy car camping we have the Apple tree camp site. Located right on the brook with a big rock for sunbathing and a spacious area for tents and rooftop car campers. There are a couple of apple trees to relax in the shade under and a large picnic table and fire pit. Know Town welcomes well mannered dogs (2 per site). We are 420 friendly and geared towards hosting those interested in arts, music, meditation, and ecology. There is virtually no light pollution which makes for optimal stargazing. Also, it should be noted that there is currently no Wi-Fi or cell service. Please be aware that Vermont prohibits out-of-state Firewood. We sell firewood for dome and campfires, and guests are welcome to scavenge the plethora of downed dead wood on the property.
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Sugar Wood Meadow Camping

18. Sugar Wood Meadow Camping

96%
(227)
24mi from Windsor · 2 sites · Tents, Lodging
Our family purchased the farm to milk dairy cows, but over the year moved away from dairy to beef cattle. The sites are located around our farm with some in the fields behind our farm and others located in some of our summer pastures! We have different site listed individually in hopes of making booking easier!
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MalloRied Sugarwoods Cabin

19. MalloRied Sugarwoods Cabin

97%
(58)
25mi from Windsor · 1 site
Nestled into a forest of mature Sugar Maples, this octagon cabin sits on 17 acres of wooded terrain that is about a 1/3 mile on a Private road off from a town road in Royalton, VT. The access to the cabin is “off-road” and experience navigating off a maintained road is required! The property is 5 mins away from necessities, but still quiet, secluded and peaceful as you enjoy nature in a mature hardwood forest that surrounds you during your stay! This property is designated during the spring months for a state of the art maple sugaring operation, as well as a peaceful retreat to “unplug” and enjoy a weekend! There’s Trails to hike nearby, in the woods that surround you, Killington is 30 minutes away, 10 minutes from Silver Lake for canoeing and kayaking and the Barnard General Store. Many options to eat in the area and other events going on throughout the summer and fall months! Or, just find your self getting away from it all to enjoy the quaintness of this rustic cabin. You will find exactly what you will need here to support your glamping adventure! Solar power is set up to power the cabin as well as potable water can be provided onsite for drinking or cleaning the dishes/pots/pans that are also provide within the cabin. There is fire place outside for roasting marshmallows with firewood provided. Or to simply just sit back and enjoy, but feel free to cook your dinner on as well! There is a Full size bed and also two twin beds provided. Linens can be provided but it wouldn’t hurt to bring your sleeping bags just in case! ***During the winter months you will have to hike to the cabin!!*** Don’t be afraid to ask more questions if you are considering booking! This is a super cozy spot to take a night or two to unwind!!
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Halfpipe Farm

20. Halfpipe Farm

95%
(33)
26mi from Windsor · 1 site
My land is easily accessible by main road, has ample parking, and yet cross-country skiing, snowshoeing, wildlife, fireflies and peepers are just outside the door. In the summer season, several organic farmstands and local picturesque swimming holes range between 5-15 minutes away. Autumn's glorious show is on display everywhere you look. Winter offers easy access to groomed VAST trails in the field behind the house and studio. Hopkins Center, AVA Gallery, the Lebanon Opera House, Northern Stage, and a wide array of restaurants are within 20 minutes. The Lyme bridge is now open, so there are more restaurants, trails, activities and the Dartmouth Skiway! Despite the proximity to town and even to my home, the simple studio space is serene in its sumac baby forest. The space is one of a kind, with a giant salvaged chapel window, cathedral ceilings, a candelabra, a clawfoot tub, a quirky outhouse, on-demand hot water, electricity and wifi. The site lists that it sleeps 4? But three is more realistic, and I cannot seem to change it. Also, we have 2 barn cats and the toilet really is an outhouse with an old quarter pipe as its roof. cedarcirclefarm.org/cafe vnews.com/Upper-Valley-Swimming-Holes-10849840 hoodmuseum.dartmouth.edu lebanonoperahouse.org northernstage.org theaterengine.com/venues/288 brokenheartsburger.com avagallery.org
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